Structure Database (LMSD)

Common Name
Cimimanol B
Systematic Name
12β-acetoxy-23-methoxy-24-hydroxy-25,26,27-trianor-9β,19-cyclo-lanostane-23,16β-olide-3-O-β-D-xylopyranoside
Synonyms
  • 12beta-acetoxy-23-methoxy-24-hydroxy-25,26,27-trinor-cycloartanen-23,16beta-olide-3-O-beta-D-xylopyranoside
LM ID
LMST01100020
Formula
C35H56O10
Exact Mass
Calculate m/z
636.38735
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actaea cimicifuga (#64032)
Magnoliopsida (#3398)
Cycloartane triterpene glycosides from rhizomes of Cimicifuga foetida L. with lipid-lowering activity on 3T3-L1 adipocytes.,
Fitoterapia, 2020
Pubmed ID: 32464254

String Representations

InChiKey (Click to copy)
NQZPXPDAYRPYOC-JKRCDTBMSA-N
InChi (Click to copy)
InChI=1S/C35H56O10/c1-18-12-35(17-36,41-7)45-21-13-31(5)23-9-8-22-30(3,4)24(44-29-28(40)27(39)20(38)15-42-29)10-11-33(22)16-34(23,33)14-25(43-19(2)37)32(31,6)26(18)21/h18,20-29,36,38-40H,8-17H2,1-7H3/t18-,20-,21+,22+,23+,24+,25-,26+,27+,28-,29+,31+,32-,33-,34+,35+/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)C(C)(C)[C@]2([H])CC[C@@]3([H])[C@]4(C)C[C@@H]5O[C@](OC)(CO)C[C@@H](C)[C@]5([H])[C@@]4(C)[C@H](OC(=O)C)C[C@@]43C[C@]124

Other Databases

PubChem CID
171119600

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 7
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 612.80
Topological Polar Surface Area 148.28
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 10
logP 6.02
Molar Refractivity 166.39

Admin

Created at
11th Sep 2020
Updated at
11th Sep 2020